[5-hydroxy-4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]phenyl] acetate

Details

• Internal ID: cf507bca-3b59-45d7-93b1-9e51d2937370
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [5-hydroxy-4-methyl-2-[(1S)-1,2,2-trimethylcyclopentyl]phenyl] acetate
• SMILES (Canonical): CC1=CC(=C(C=C1O)OC(=O)C)C2(CCCC2(C)C)C
• SMILES (Isomeric): CC1=CC(=C(C=C1O)OC(=O)C)[C@]2(CCCC2(C)C)C
• InChI: InChI=1S/C17H24O3/c1-11-9-13(15(10-14(11)19)20-12(2)18)17(5)8-6-7-16(17,3)4/h9-10,19H,6-8H2,1-5H3/t17-/m1/s1
• InChI Key: MRRFVFQYCTXSSZ-QGZVFWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8939	89.39%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9187	91.87%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7189	71.89%
P-glycoprotein inhibitior	-	0.9054	90.54%
P-glycoprotein substrate	-	0.8876	88.76%
CYP3A4 substrate	+	0.5420	54.20%
CYP2C9 substrate	-	0.8142	81.42%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.8618	86.18%
CYP2C9 inhibition	+	0.6958	69.58%
CYP2C19 inhibition	-	0.7327	73.27%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.6153	61.53%
CYP2C8 inhibition	-	0.8495	84.95%
CYP inhibitory promiscuity	-	0.8689	86.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7034	70.34%
Carcinogenicity (trinary)	Non-required	0.5501	55.01%
Eye corrosion	-	0.9647	96.47%
Eye irritation	+	0.8334	83.34%
Skin irritation	-	0.5589	55.89%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5122	51.22%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	-	0.7137	71.37%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.6480	64.80%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	+	0.6629	66.29%
Androgen receptor binding	+	0.6460	64.60%
Thyroid receptor binding	+	0.6982	69.82%
Glucocorticoid receptor binding	-	0.4642	46.42%
Aromatase binding	+	0.5366	53.66%
PPAR gamma	+	0.5640	56.40%
Honey bee toxicity	-	0.8814	88.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.56%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.17%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.12%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.89%	91.07%
CHEMBL1937	Q92769	Histone deacetylase 2	83.78%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.06%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.39%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.95%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.08%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14390981
• LOTUS: LTS0080590
• wikiData: Q105170856